107146-56-5Relevant articles and documents
Catalytic nitrile-alkyne cross-metathesis
Geyer, Andrea M.,Gdula, Robyn L.,Wiedner, Eric S.,Johnson, Marc J. A.
, p. 3800 - 3801 (2007)
The first catalytic cross-metathesis reaction of an alkyne with a nitrile is described. The nitride complex N≡W(OC(CF3)2CH3)3(DME) undergoes reversible triple-bond metathesis reactions with alkynes (RC≡CR; R = Et, 4-C6H4OMe), forming the alkylidyne complexes RC≡W(OC(CF3)2CH3)3(DME) (R = Et, 4-C6H4OMe) along with the corresponding nitrile RC≡N. This has been exploited to effect catalytic cross-metathesis of nitriles with alkynes, in which the organic CR fragments of two nitriles are coupled to yield an alkyne. A simple "sacrificial" alkyne (3-hexyne) acts as the N-atom acceptor, forming two equivalents of nitrile byproduct (propionitrile). Copyright
Synthesis of Indoles through Palladium-Catalyzed Three-Component Reaction of Aryl Iodides, Alkynes, and Diaziridinone
Zhou, Bo,Wu, Zhuo,Ma, Ding,Ji, Xiaoming,Zhang, Yanghui
, p. 6440 - 6443 (2018)
The three-component reaction of aryl iodides, alkynes, and diaziridinone is described. The reaction provides an innovative synthetic approach for indoles. The approach features high efficiency, broad substrate scope, and excellent regioselectivity. C,C-Pa
Palladium-catalyzed sequential three-component reactions to access vinylsilanes
Zhou, Bo,Lu, Ailan,Shao, Changdong,Liang, Xinda,Zhang, Yanghui
, p. 10598 - 10601 (2018)
A palladium-catalyzed sequential three-component reaction has been developed. The palladacycles, generated through cascade reactions of aryl halides and alkynes, are the key intermediates and react with hexamethyldisilane to form disilylated products. The reaction represents a useful preparative method for vinylsilanes, and the vinylsilanes can be transformed into tetrasubstituted alkenes.
Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes
Peng, Shiyong,Chen, Nuan,Zhang, Hong,He, Min,Li, Hongguang,Lang, Ming,Wang, Jian
supporting information, p. 5589 - 5593 (2020/07/08)
An unprecedented palladium(II)-catalyzed oxidative decarboxylative [2 + 2 + 1] annulation of cinnamic acids with alkynes has been developed for the synthesis of polysubstituted pentafulvenes. Ag2CO3 and DMSO are essential for the reaction. This protocol features readily available starting materials, a wide substrate scope, and moderate to excellent yields. Moreover, various significant frameworks can be easily obtained from the late-stage transformations of pentafulvenes via oxidation, reduction, and Scholl-type reaction.
Stereodivergent Synthesis of Alkenylpyridines via Pd/Cu Catalyzed C-H Alkenylation of Pyridinium Salts with Alkynes
Chen, Hua,Haiyan, Fu,Jiang, Weidong,Li, Ruixiang,Li, Shun,Li, Wenjing,Tang, Juan,Xu, Bin,Yuan, Maolin,Zheng, Xueli
supporting information, p. 7814 - 7819 (2020/11/03)
The first Pd/Cu catalyzed selective C2-alkenylation of pyridines with internal alkynes has been developed via the pyridinium salt activation strategy. Importantly, the configuration of the product alkenylpyridines could be tuned by the choice of the proper N-alkyl group of the pyridinium salts, thus allowing for both the Z- and E-alkenylpyridines synthesized with good regio- and stereoselectivity. A plausible mechanism was proposed based on the Hammett study and KIE experiment.
